Methanol → 2-(Indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

HRID 1106481노트

반응식

HRID 1106481 반응식
C1(S([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([C:19]3[CH:28]=[C:27]([C:29]([OH:31])=[O:30])[C:26]4[C:21](=[CH:22][C:23]([O:34][CH3:35])=[C:24]([O:32][CH3:33])[CH:25]=4)[N:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].CO>O>[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]2[CH:28]=[C:27]([C:29]([OH:31])=[O:30])[C:26]3[C:21](=[CH:22][C:23]([O:34][CH3:35])=[C:24]([O:32][CH3:33])[CH:25]=3)[N:20]=2)=[CH:11]1

참가 물질

5

반응물 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 187886132-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

생성물 1

HCID 187887092-(Indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A stirred solution of (0.547 g) of 2-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline, K2CO3 (0.380 g), MeOH (40 ml) and H2O (10 ml) are heated to reflux. The MeOH is evaporated in vacuo, and the aqueous residue diluted with more H2O, and acidified with 0.1N HCl to pH between 6-7 while contained in an ice-bath. An orange solid precipitates. This is collected, washed with ether then dried under vacuum (0.1 mm at 22° C.) for a few hours to obtain 2-(indol-3-yl)-4-carboxy-6,7-dimethoxyquinoline m.p. 286° C. dec).

후처리

  1. customThe MeOH is evaporated in vacuo
  2. additionthe aqueous residue diluted with more H2O
  3. customwhile contained in an ice-bath
  4. customAn orange solid precipitates
  5. customThis is collected
  6. washwashed with ether
  7. customthen dried under vacuum (0.1 mm at 22° C.) for a few hours

출처 및 근거

ORD 기록
ord-30762ebcc11e4818a56051c4eb15999d
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06057320

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